events & deals you can't miss

• Oct 17 | 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States, 110 S Brooksville Ave, Brooksville, FL 34601-3309, United States

  Downtown Street Market- Oktoberfest & Chili Cookoff 2026

  Oktoberfest Downtown? You bet! Are you ready to celebrate the season with a vibrant day of festive fun, incredible local shopping, and some seriously delicious community flavor?...

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• Oct 17 | WellCome OM Integral Healing & Education Center

  Candlelight: The Soundtrack of the 60´s

  ⭐ Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Spring Hill. Get your tickets now to disc...

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• Oct 17 | Tom Varn Park, 301 Darby Ln, Brooksville, FL 34601-3178, United States

  City of Brooksville Breast Cancer Awareness Walk

  Breast Cancer Awareness Walk Join us on Saturday, October 17, at 6:30 PM at the Tom Varn Park Loop Trail for an evening of hope, remembrance, and community. As the sun begins to...

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• Oct 17 | WellCome OM Integral Healing & Education Center

  Candlelight: Coldplay & Imagine Dragons

  ⭐ Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Spring Hill. Get your tickets now to disc...

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• Oct 24 | HH3X+P2, 301 Darby Ln, Brooksville, FL 34601, USA

  Hernando Hustle 5K Walk & Run

  Join us for the Greater Hernando County Chamber of Commerce's Hernando Hustle 5K Walk & Run! Lace up your sneakers and hit the course for a fun, family-friendly event. Walk, run...

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• Oct 24 | 20 S Main St, Brooksville, FL 34601, United States, 12 S Main St, Brooksville, FL 34601-2809, United States

  Halloween Howl & HCSO Safety Fun Fest

  Something wonderful & spooky—is brewing in the heart of historic downtown! Brooksville Main Street, alongside our Grand Ghost Presenting Sponsor @lowmanlawfirm, is thrilled...

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• Oct 31 | Brian's Place

  Justin Phillips

  Find tickets for Justin Phillips at Brian's Place in Spring Hill on 10/31/2026 at 7:00 PM

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• Nov 6 | Marker 48 Brewing

  BORDERLINE @ Marker 48

  BORDERLINE @ Marker 48

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• Nov 7 | 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604, 17109 Old Ayers Rd, Brooksville, FL 34604-6808, United States

  Tokyo Takeover of Lead Foot City - Anime Auto Con, Asian Drift Fest (Nov 7, 2026)

  Tokyo Takeover of "Send it Saturday" Drift Fest at Lead Foot City. This is a special themed event together with the Anime Auto Con. EXPERIENCE the Thrills of.. - Drifting, watch...

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• Nov 7 | 14311 Spring Hill Dr, Spring Hill, FL 34609, USA

  Art & Ales

  Join us for an immersive live art event, Art & Ales! Watch talented artists go head-to-head in a 6-hour live painting challenge, each creating a unique work of art inspired by a...

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• Nov 13 | 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601, 205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States

  Friday Night Live- November 2026

  THE FINAL FRIDAY NIGHT LIVE OF THE YEAR IS HERE! Brooksville, are you ready to give 2026 the epic musical send-off it deserves? Pack up the family, grab your friends, and join u...

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• Nov 14 | 8390 Forest Oaks Boulevard, Spring Hill, FL 34606

  SPRING HILL COMEDY NIGHT: From Discovery Channel - Carmen Ciricillo - 11/14

  Laffs2Go Presents: Carmen Ciricillo from Discovery Channel, Drybar Comedy & SiriusXM LIVE in Spring Hill on Saturday, November14th 2026!

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• Nov 21 | 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States, 110 S Brooksville Ave, Brooksville, FL 34601-3309, United States

  Downtown Street Market- November 2026

  CALLING ALL BESTIES: IT'S FRIENDSGIVING DOWNTOWN! As the season of gratitude approaches, it’s time to step back in time and celebrate friendship, nostalgia, and classic small-to...

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• Nov 21 | Timber Pines Performing Arts Center

  Chas Collins

  Find tickets for Chas Collins at Timber Pines Performing Arts Center in Spring Hill on 11/21/2026 at 6:00 PM

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• Nov 28 | Historic Downtown Brooksville, Florida, 122 S Main St, Brooksville, FL 34601-3335, United States

  Small Business Saturday

  Small Business Saturday: Shop the Heart of Brooksville! Saturday, November 28th 10:00 AM – 2:00 PM Downtown Brooksville (South Brooksville Ave & Liberty Street) This holiday...

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• Nov 28 | Brian's Place

  Justin Phillips

  Find tickets for Justin Phillips at Brian's Place in Spring Hill on 11/28/2026 at 7:00 PM

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• Dec 5 | 20 N Main St, Brooksville, FL 34601-2800, United States, 20 N Main St, Brooksville, FL 34601-2800, United States

  Christmas on Main

  SAVE THE DATE: THE MAGIC RETURNS TO MAIN STREET! Mark your calendars! The most enchanting night of the year is officially on the horizon. Brooksville Main Street, alongside our...

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• Aug 8 | Uptown Bar & Grill

  BORDERLINE @ Uptown Bar & Grill

  BORDERLINE @ Uptown Bar & Grill

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• Dec 6 | 4242 Lake in the Woods Drive, Spring Hill, FL, United States, Florida 34607, 4242 Lake in the Woods Dr, Spring Hill, FL 34607-2501, United States

  Om Grown Market: Your Local Farmer’s Market! 🌿

  Om Grown Market: Your Local Farmer’s Market! Hosted by: Wellcome OM & Om Grown Community Garden Dates: Sunday, December 6th (Outdoor)Time: 10:00 AM – 2:00 PM Location: Wellc...

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• Dec 11 | 601 Museum Ct, Brooksville, FL 34601-2631, United States, 601 Museum Ct, Brooksville, FL 34601-2631, United States

  Night of Lights: Victorian Christmas Party

  Step right up for an evening of Victorian Christmas magic at the historic May-Stringer House! Marvel at twinkling holiday décor, wander through a beautifully decorated Victorian...

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